Tetrahydrofuran → HCID 178524809、化合物

HRID 1426963ノート

反応式

HRID 1426963 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([C:11]([O:13]CC)=[O:12])=[C:4]2[N:3]=1.C1COCC1.O.[OH-].[Li+]>CO>[OH:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[C:4]2[N:3]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 178469952HCID 178469952、化合物

生成物 1

HCID 178524809HCID 178524809、化合物収率 68.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylate (Preparation B, Step A; 2.0 g, 9.65 mmol) in a 2:1 mixture of THF:MeOH, (40 mL) was added lithium hydroxide monohydrate (29 mL, 29.0 mmol, 1.0 M in water). The solution was stirred at reflux for 16 hours then cooled and concentrated. The residue was dissolved in water (100 mL) and acidified with 6M HCl. The resulting white precipitate was collected by filtration and washed with water and Et2O, then dried under reduced pressure to afford 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1.18 g, 68% yield) as a white solid. 1H NMR (d6-DMSO) δ 8.50 (d, 2H, J=7.7 Hz), 8.02 (s, 2H), 6.07 (d, 2H, J=8.2 Hz)

後処理

  1. temperatureat reflux for 16 hours
  2. temperaturethen cooled
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in water (100 mL)
  5. filtrationThe resulting white precipitate was collected by filtration
  6. washwashed with water and Et2O
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-32ddf49102b84ad09aba3c0b8d3e3f43
出典データセット
uspto-grants-2015_01
特許番号
US08933084B2

反応ノート

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